124706-16-7Relevant academic research and scientific papers
Robust synthesis of N-sulfonylazetidine building blocks via ring contraction of α-bromo N-sulfonylpyrrolidinones
Kern, Nicolas,Felten, Anne-Sophie,Weibel, Jean-Marc,Pale, Patrick,Blanc, Aurlien
supporting information, p. 6104 - 6107 (2015/01/09)
A simple and robust one-pot nucleophilic addition-ring contraction of α-bromo N-sulfonylpyrrolidinones has been achieved toward α-carbonylated N-sulfonylazetidines. In the presence of potassium carbonate, various nucleophiles, such as alcohols, phenols or anilines, have been efficiently incorporated into the azetidine derivatives. Moreover, the α-bromopyrrolidinone precursors could be selectively obtained in good yields by monobromination of cheap and easily available N-sulfonyl-2-pyrrolidinone derivatives.
Triethylborane-mediated atom-transfer cyclisation of 2-iodo-N-(prop-2-enyl)acetamides and related compounds
Ikeda, Masazumi,Teranishi, Hirotaka,Nozaki, Kohei,Ishibashi, Hiroyuki
, p. 1691 - 1697 (2007/10/03)
The 2-iodo-N-(prop-2-enyl)acetamides 1, upon treatment with triethylborane (0.2-0.6 mol equiv.) in boiling benzene, undergo iodine atom-transfer cyclisation to give the 4-(iodomethyl)pyrrolidin-2-ones 2 in high yields. The method has been applied to the synthesis of γ-lactones.
Triethylborane-mediated atom transfer cyclization of n-allylic α-iodoacetamides: a convenient synthesis of β-iodomethyl-γ-lactams
Ikeda, Masazumi,Teranishi, Hirotaka,Iwamura, Noriko,Ishibashi, Hiroyuki
, p. 863 - 866 (2007/10/03)
In the presence of triethylborane, N-allylic α-iodoacetamides underwent atom transfer cyclization to give β-iodomethyl-γ-lactams in high yields.
RADICAL CYCLIZATION OF ALLYLIC HALOACETAMIDES A ROUTE TO CIS-FUSED 2-PYRROLIDONES AND PIPERIDONES
Stork, Gilbert,Mah, Robert
, p. 723 - 727 (2007/10/02)
A variety of N-protected haloacetamides undergo efficient radical cyclization to produce N-protected lactams.The protecting groups can be removed under a range of different conditions.
